Download or read book The Design and Development of a New Reaction Rhodium catalyzed 5 2 Cycloadditions written by Jennifer Ann Love and published by . This book was released on 2000 with total page 624 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book The Design and Development of New Transition Metal catalyzed Serial and Multi component Cycloadditions written by Gabriel Grant Gamber and published by . This book was released on 2004 with total page 520 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Rhodium catalyzed 5 1 and 5 2 Cycloadditions Using 1 4 enyne as the Five carbon Component written by Wangze Song and published by . This book was released on 2016 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cycloaddition reaction is one of the most efficient ways to access ring systems and remains to be one of the most active areas in organic chemistry. The discovery of 3-acyloxy-1,4-enyne (ACE) and 3-hydroxy-1,4-enyne (HYE) as the five-carbon components has led to the development of various Rh-catalyzed [5+1] and [5+2] cycloadditions in our group. These novel methods offered efficient access to highly substituted six- and seven-membered carbocycles. I will present our progresses on the development, application and mechanistic studies of the following four [5+1] and [5+2] cycloadditions. 1) Using ACE bearing an electron-rich ester as the five-carbon component, a [5+1] cycloaddition was realized under mild conditions for the preparation of highly substituted phenols. 2) Based on our previous success on Rh-catalyzed intermolecular [5+2] cycloaddition of ACE and alkynes, a library of highly substituted tropones was successfully prepared by modifying the cycloheptatriene products derived from the [5+2] cycloaddition. 3) The scope of the Rh-catalyzed intramolecular [5+2] cycloaddition of ACE with alkenes was expanded and the Rh-catalyzed intramolecular [5+2] cycloaddition of ACE with allenes was developed for the synthesis of highly functionalized bicyclic 5-7 fused ring systems with multiple stereogenic centers. 4) Using HYE as the 5-carbon component, a [5+1] carbonylative benzannulation reaction was previously developed in our group for the synthesis of tricyclic carbazoles. The scope of this tandem reaction is now expanded to the synthesis of tetra- and even pentacyclic ring systems including furocarbazoles, thiophenocarbazole, pyrrolocarbazole, and indolocarbazole. Metal carbene intermediates are involved in most of these cycloadditions. The strategy of using propargylic esters and propargylic alcohols as the Rh(I) carbene precursor should have broad implications in transition metal catalysis and metal carbene chemistry.
Download or read book Modern Rhodium Catalyzed Organic Reactions written by P. Andrew Evans and published by John Wiley & Sons. This book was released on 2006-03-06 with total page 496 pages. Available in PDF, EPUB and Kindle. Book excerpt: Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for the dramatic increase in the number of articles that have recently emerged on the topic. P. Andrew Evans, the editor of this much-needed book, has assembled an internationally renowned team to present the first comprehensive coverage of this important area. The book features contributions from leaders in the field of rhodium-catalyzed reactions, and thereby provides a detailed account of the most current developments, including: Rhodium-Catalyzed Asymmetric Hydrogenation (Zhang) Rhodium-Catalyzed Hydroborations and Related Reactions (Brown) Rhodium-Catalyzed Asymmetric Addition of Organometallic Reagents to Electron Deficient Olefins (Hayashi) Recent Advances in Rhodium(I)-Catalyzed Asymmetric Olefin Isomerization and Hydroacylation Reactions (Fu) Stereoselective Rhodium(I)-Catalyzed Hydroformylation and Silylformylation Reactions and Their Application to Organic Synthesis (Leighton) Carbon-Carbon Bond-Forming Reactions Starting from Rh-H or Rh-Si Species (Matsuda) Rhodium(I)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions (Ojima) The Rhodium(I)-Catalyzed Alder-ene Reaction (Brummond) Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers and Amines (Fagnou) Rhodium(I)-Catalyzed Allylic Substitution Reactions and their Applications to Target Directed Synthesis (Evans) Rhodium(I)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions (Jeong) Rhodium(I)-Catalyzed [4+2] and [4+2+2] Carbocyclizations (Robinson) Rhodium(I)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions: New Reactions for Organic Synthesis (Wender) Rhodium(II)-Stabilized Carbenoids Containing both Donor and Acceptor Substituents (Davies) Chiral Dirhodium(II)Carboxamidates for Asymmetric Cyclopropanation and Carbon-Hydrogen Insertion Reactions (Doyle) Cyclopentane Construction by Rhodium(II)-Mediated Intramolecular C-H Insertion (Taber) Rhodium(II)-Catalyzed Oxidative Amination (DuBois) Rearrangement Processes of Oxonium and Ammonium Ylides Formed by Rhodium(II)-Catalyzed Carbene-Transfer (West) Rhodium(II)-Catalyzed 1,3-Dipolar Cycloaddition Reactions (Austin) "Modern Rhodium-Catalyzed Organic Reactions" is an essential reference text for researchers at all levels in the general area of organic chemistry. This book provides an invaluable overview of the most significant developments in this important area of research, and will no doubt be an essential text for researchers at academic institutions and professionals at pharmaceutical/agrochemical companies.
Download or read book Design and Development of New Transition Metal catalyzed Two and Three component Cycloaddition Reactions written by Nicole Marie Deschamps and published by . This book was released on 2006 with total page 570 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Investigations of 5 2 and Other Cycloadditions written by Lauren Elizabeth Sirois and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Those who study new reactions and their selectivities are often driven by an interest in developing novel, practical methods that can be exploited to achieve complex chemical transformations over a small number of synthetic steps. The ultimate goal of such efforts is to achieve step economy, an overarching principle of green chemistry that minimizes reagents, waste, and production time. The design and application of metal-catalyzed and light-mediated cycloadditions is one important avenue of research, as such transformations can be atom economical and, more importantly, can create multiple bonds, rings, and stereocenters in a single step toward targets of high complexity and value. Linked to the development of new reactions is the design and understanding of new catalysts and ligands possessing novel reactivities and selectivities. Step economy can also be achieved by the clever streamlining of multiple transformations into a single synthetic operation, thus further reducing material and personnel costs. Such single-flask serial/cascade reactions can be used for the rapid assembly of molecular scaffolds, some of which comprise the core of targets with exciting physical properties or biological activity. The research presented in this dissertation addresses all of these themes. Within the context of similar reactions of activated, strained rings, Chapter 1 introduces the metal-catalyzed [5+2] cycloaddition of vinylcyclopropanes (VCPs) and pi-systems for the construction of seven-membered rings, an important motif in many natural products and natural-product-inspired synthetic targets. Chapter 2 describes the latest advancements in new catalysts and new ligands for the strategically convergent and operationally simple rhodium(I)-catalyzed intermolecular [5+2] reactions of VCPs and alkyne feedstocks. In Chapter 3, the regioselectivity of intermolecular [5+2] cycloadditions is explored systematically, as unsymmetrical substrates can give rise to multiple regioisomeric cycloadducts depending upon the orientation of the alkyne during a postulated (turnover-limiting) migratory insertion mechanistic step. Chapters 4 and 5 illustrate the development and application of single-flask / serial reactions involving the [5+2] cycloaddition, making use of the catalysts and insights from Chapters 2 and 3. In Chapter 4, an intermolecular [5+2] cycloaddition of enynones and VCPs, followed by a Nazarov cyclization, is envisioned for strategically novel and rapid access to the bicyclo[5.3.0]decane skeleton from readily available components. Chapter 5 describes the evolution of a project that, guided by the principles of function-oriented synthesis to access the minimally necessary chemical space for function via the fewest synthetic steps, uses serial [5+2]/[4+2] cycloadditions to assemble novel, potent inhibitors of protein kinase C (PKC). Lastly, Chapter 6 describes a total synthesis of penifulvin A, a sesquiterpenoid metabolite reported as the first example of a naturally occurring dioxa[5,5,5,6]fenestrane. The synthetic strategy features the use of an arene-alkene meta photocycloaddition as the key complexity-generating reaction.
Download or read book Studies of Rhodium catalyzed 5 2 Cycloadditions and Their Applications in Organic Synthesis written by Craig Owen Husfeld and published by . This book was released on 2001 with total page 744 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book I The Design Development and Application of New Reactions Total Synthesis of aphanamol I and Transition Metal catalyzed Multicomponent Reactions II Synthesis of laulimalide and Analogues written by Lei Zhang and published by . This book was released on 2002 with total page 844 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Design and Development of Transition Metal catalyzed M N Cycloadditions written by Robert Sun and published by . This book was released on 2003 with total page 1096 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Rhodium catalyzed Cycloadditions and Cycloisomerizations Involving Propargylic Esters and Alcohols written by Xiaoxun Li and published by . This book was released on 2014 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition metal-catalyzed cyloaddition and cycloisomerization reactions occupy a central position within the realm of organic synthesis. Research described in this thesis focuses on using propargylic esters and alcohols as building blocks for rhodium(I)-catalyzed cycloadditions and cycloisomerizations. The discovery and application of combining the [pi]-acidity and redox/insertion reactivity of rhodium(I) complexes, led to the development of many new reactions. By taking advantage of Rh-catalyzed 1,3-acyloxy migration of propargylic esters, I developed two tandem reactions. One is Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes (ACEs) for the synthesis of highly substituted cyclopentenones, and the other is ring expansion of cyclopropanes or cyclobutanes for the preparation of highly functionalized seven-membered or eight-membered carbocycles. By taking advantage of Rh-catalyzed 1,2-acyloxy migration of propargylic esters adjacent to heterocycles, I developed a novel and practical method for the preparation of a series of heterocycles including indoles, benzofurans, carbazoles and benzothiophenes from substituted pyrroles, furans, indoles and thiophenes. Inspired by the first Rh-catalyzed intra- and intermolecular [5+2] cycloadditions of 3-acyloxy-1,4-enynes (ACEs) with alkynes, I developed a new five-carbon building block, an inverted ACE, for [5+2] cycloadditions by switching the position of the alkene and alkyne groups in ACE. By replacing the acyloxy group in ACE with OH leaving group and aniline nucleophile, a completely new type of 5-carbon building block (HYE) was designed for cycloadditions. The tandem indole annulation and [5+1] cycloaddition was realized for the synthesis of various highly substituted carbazoles. Natural products glycosinine and mahanimbine were prepared. Furthermore, indolyl Rh(I)-carbene could be generated from 3-hydroxy-1,4-enyne (HYE) through a dehydration process. With different N-protecting group, I prepared dimeric indoles, cyclopropyl indoles, vinyl indoles and other interesting indole derivatives.
Download or read book Studies on Rhodium Catalyzed 5 2 Cocyclization Reactions written by Hermann Wegner and published by Cuvillier Verlag. This book was released on 2004 with total page 206 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Studies on Rhodium Catalyzed 5 2 Cocyclization Rections written by and published by Cuvillier Verlag. This book was released on 2004-09-20 with total page 140 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first part of this thesis dealt with the a new kind of precursors for transition metalcatalyzed cocyclization reactions containing a vinylbicyclopropyl unit, their synthesis and their behavior in cocyclization reactions. By introducing a second cyclopropane the catalyst might open this ring as well after insertion into the first cyclopropane ring. The ’basic’ formal [5+2] cycloaddition reaction would be extended to a [5+2+3] cocyclization reaction to form ten-membered rings. In addition to the importance as a new synthetic tool valuable insights into the mechanism of transition metal-catalyzed cocyclization reactions of vinylcyclopropanes are gained.
Download or read book Development of New Catalysts for the Vinylcyclopropane 5 2 Cycloaddition and New Approaches to Cyclopentenone Synthesis written by Travis Jesse Williams and published by . This book was released on 2005 with total page 414 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Organic Chemistry written by Pierre Vogel and published by John Wiley & Sons. This book was released on 2019-07-30 with total page 1382 pages. Available in PDF, EPUB and Kindle. Book excerpt: The know-how about reactivity, reaction mechanisms, thermodynamics and other basics in physical organic chemistry is the key for successful organic reactions. This textbook presents comprehensively this knowledge to the student and to the researcher, too. Includes Q&As.
Download or read book Computational Methods in Organometallic Catalysis written by Yu Lan and published by John Wiley & Sons. This book was released on 2021-03-24 with total page 672 pages. Available in PDF, EPUB and Kindle. Book excerpt: The book includes a historical introduction to organometallic chemistry, a survey of mechanisms, and an extensive introduction to quantum mechanical computational methods.
Download or read book Advances in Applied Chemistry and Industrial Catalysis written by Binoy K. Saikia and published by CRC Press. This book was released on 2022-07-25 with total page 716 pages. Available in PDF, EPUB and Kindle. Book excerpt: Presenting a collection of papers resulting from the conference on "Applied Chemistry and Industrial Catalysis (ACIC 2021), Qingdao, China, 24-26 December 2021". The theme of the conference was: "Clean Production and High Value Utilization", discussing how to reduce the environmental footprint at the source and produce high value-added end products in chemical manufacturing. The conference brought together scholars from the Chinese government, top universities, business associations, research centers and high-tech enterprises, and was committed to building and enabling a platform for the cooperation among the Chinese government, Chemical industry, and scholars. The goal was to build a bridge between R&D results and the Chemical industry. The conference conducted in-depth exchanges and discussions on relevant topics such as applied chemistry and industrial catalysis aiming to provide an academic and technical communication platform for scholars and engineers engaged in scientific research and engineering practice in the field of chemistry, catalysis and function material. By sharing the research status of scientific research achievements and cutting-edge technologies, it helps scholars and engineers all over the world comprehend the academic development trend and broaden research ideas. So as to strengthen international academic research, academic topics exchange and discussion, and promote the industrialization cooperation of academic achievements.
Download or read book Mechanistic Insights and Catalyst Design for the Development of Efficient and Selective Rhodium catalyzed C H Amination Reactions written by David Nathan Zalatan and published by . This book was released on 2009 with total page 307 pages. Available in PDF, EPUB and Kindle. Book excerpt:
